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March 25, 2025 • 44 mins

Jon Doolen and Joe Lynch discuss contractor chaos: fixing the last mile's biggest headache. Jon is a Strategy Leader at Doolen Strategy Partners that specializes in providing leadership development programs, business advisory services, and public speaking engagements.

About Jon Doolen

Jon Doolen is a seasoned business coach with over two decades of expertise in retail logistics, particularly specializing in final mile delivery and third-party logistics for home furnishings and luxury products. Jon's background includes extensive work with major names in the industry, where he's earned a reputation for solving toxic work environments, setting strategic goals for career growth, and aligning personal aspirations with professional success. His approach blends leadership development with a deep commitment to continuous learning, emphasizing integrity and wholesome values in all aspects of business and life. Jon's motivational style and practical wisdom resonate through his coaching, training programs, and writing, encouraging others to embrace change, enhance team dynamics, and achieve sustainable business outcomes. He is also a dedicated advocate for military veterans transitioning to civilian careers, reflecting his broader commitment to supporting personal and professional growth across diverse sectors.

About Doolen Strategy Partners

Doolen Strategy Partners specializes in providing leadership development programs, business advisory services, and public speaking engagements. With a focus on operations management, particularly in final mile retail home delivery, warehousing, and distribution, the firm helps businesses optimize their processes, develop strong leadership teams, and drive continuous improvement. Through strategic guidance, Doolen Strategy Partners aims to elevate business performance and foster growth in a competitive market.

Key Takeaways: Contractor Chaos: Fixing the Last Mile's Biggest Headache

  • Jon Doolen and the GetDoolen Team help 3PLs and driver contractors navigate the following:
  • Navigating the Contractor Conundrum: Uncover the critical gaps in business acumen, customer service, and regulatory compliance that often plague last-mile delivery contractors, and learn how these deficiencies can jeopardize your logistics operations.
  • Mitigating Legal and Liability Risks: Explore the potential legal pitfalls and financial liabilities logistics companies face when partnering with under-prepared contractors, including the ever-present threat of misclassification and subsequent lawsuits.
  • Safeguarding Your Customer Experience: Understand the direct correlation between contractor professionalism and customer satisfaction, and discover strategies to ensure consistent, high-quality delivery services that protect your brand reputation.
  • Veteran Leadership: Jon Doolen, a U.S. Army Quartermaster Corps veteran, founded Doolen Strategy Partners, bringing military discipline and leadership principles to his business.
  • Expert Leadership Development & Coaching: With over 30 years of experience, Jon offers comprehensive coaching services, including career, business, and specialized "Final Mile" coaching, focused on personal and professional growth.
  • Personalized Mentoring & Brand Building: Doolen Strategy Partners provides tailored mentoring and strategies for personal brand development, resume enhanceme
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